Chimney Hill Estates Homes for Sale

Welcome to Chimney Hill Estates, a hidden gem nestled in the heart of Middletown, Virginia. This charming subdivision in Frederick County offers a harmonious blend of suburban tranquility and modern convenience, making it an ideal place for families, retirees, and everyone in between. With its picturesque landscapes and friendly community, Chimney Hill Estates is more than just a neighborhood; it’s a lifestyle.

The homes for sale in Chimney Hill Estates are a testament to quality craftsmanship and thoughtful design. Ranging from spacious single-family homes to cozy townhouses, each property is uniquely designed to cater to a variety of tastes and preferences. Many of these homes feature open floor plans, gourmet kitchens, and expansive backyards, perfect for entertaining or enjoying serene evenings under the stars. With an array of architectural styles, you’re sure to find the perfect fit for your family.

Living in Chimney Hill Estates means you’re just moments away from the charm of downtown Middletown, where you can explore quaint shops, delightful dining options, and vibrant community events. The area is also known for its excellent schools and recreational facilities, ensuring that residents have access to everything they need for a fulfilling lifestyle.

Whether you’re looking to settle down or invest, Chimney Hill Estates presents a unique opportunity to own a piece of this beautiful community. Don’t miss your chance to discover your dream home in this idyllic subdivision. Explore the homes for sale today and take the first step toward making Chimney Hill Estates your new home!

Newest Chimney Hill Estates Homes for Sale

$725,000

5 Beds ⋅ 4 Baths ⋅ VAFV2043584 MLS

Welcome to your dream home in highly sought-after Middletown! Nestled on 2.6 private acres, this stunning colonial offers the perfect blend of space, comfort, and modern upgrades, with 5 bedrooms, 3.5 bathrooms, and over 3,500 finished square feet. From the moment you arrive, the charming full front porch invites you to relax and take in the peaceful surroundings. Step inside to a welcoming foyer that flows effortlessly into a spacious and functional layout, ideal for both everyday living and entertaining. The heart of the home is a beautifully designed country kitchen featuring modern appliances, abundant cabinetry, and generous counter space, perfect for cooking, gathering, and hosting. Just off the kitchen, the cozy family room with fireplace creates a warm and inviting space to unwind. The main level also features a dedicated home office, plus a versatile bonus room that can easily serve as a second office, gym, playroom, craft space, or guest area. Upstairs, the expansive primary suite offers a private retreat with an en-suite bath and ample closet space. Four additional oversized bedrooms, including one with its own en-suite, provide flexibility and comfort for family and guests, along with an additional full bathroom. The unfinished lower level (1,656 sq ft) offers endless potential—create your dream home theater, gym, workshop, or additional living space. Step outside to enjoy your brand new deck, perfect for entertaining, relaxing, or taking in the scenic surroundings. With no HOA and plenty of room to roam, this property offers true freedom for outdoor living. ✨ Major upgrades already done for you: * New HVAC (January 2026) * Brand new deck * New 80-gallon hot water heater * New dog wash station * Newer water treatment system Located just minutes from schools, parks, and commuter routes, this home combines the peace of country living with everyday convenience. This is the one you’ve been waiting for, schedule your private showing today!

258 Chimney Cir, Middletown

$725,000

5 Beds ⋅ 3 Baths ⋅ VAFV2042180 MLS

Elegant Colonial on 3.47 Acres. Situated on a cul-de-sac in the lovely Chimney Hill Estates in Middletown. 4 bedrooms on 2nd level with 2 full bathrooms. Main floor offers a bedroom or office and half bath. Spacious family room off of the kitchen has a gorgeous stone hearth from floor to ceiling with a pellet stove. Paved neighborhood and driveway. Black board fencing in rear of property. Mature landscaping, deck off of the kitchen and wonderful front porch. Shed & Unfinished basement with plenty of storage. Walk Out Basement is plumbed with rough in for a future bathroom. NEW ROOF and NEW FLOORING upstairs and in the main floor bedroom or office. New water heater and new pressure tank. HVAC was serviced in April 2025. Radon Remediation Installed. Installed 240 V Hook Up for an electric car (needs charger cord). The home’s ideal location near I-66 and I-81 ensures an easy commute, while outdoor enthusiasts will appreciate being close to Skyline Drive, the Shenandoah River, local wineries and breweries, golf courses, and more!

132 Chase Ct, Middletown

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